Cheap flights from Massachusetts to Bermuda from $98

The month of March is, on average, the cheapest month to fly to Bermuda from Massachusetts, with most prices found around $390. If you don’t want to visit Bermuda in March, then you should wait until August to fly from Massachusetts, when ticket prices are also cheap, with an average price of $413.

On average, the least expensive day to fly to Bermuda from Massachusetts is on a Monday. momondo users have found tickets for Monday departures for as low as $448. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Bermuda is Friday, with ticket prices averaging around $495.

In the afternoon is the cheapest time of day to fly from Massachusetts to Bermuda when you can find flight prices for as low as $407. Flying to Bermuda in the afternoon is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $488.

Fly from Boston Logan Intl to Hamilton L.F Wade Intl for the best Massachusetts - Bermuda flight prices

You are more likely to see cheaper flights to Bermuda from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Bermuda for around $469 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Bermuda from Massachusetts for as low as $432 on momondo.

There are 3 cabin classes available to choose from on Massachusetts to Bermuda flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

BermudAir, Delta, and United Airlines are the most popular carriers operating from Massachusetts to Bermuda

BermudAir, JetBlue and United Airlines are the top three most popular airlines that fly to Bermuda from Massachusetts according to our data. BermudAir is the first choice among our users, with 56% of people opting to fly with this airline when traveling to Bermuda. Keep in mind that there are 6 different airlines that fly to Bermuda on a routine basis, so you have a few additional options to choose from.

As of October 2026, there are 6 flights per week flying from Massachusetts to Bermuda. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.

Flight times from Massachusetts to Bermuda vary, but if you’re flying out of Boston and flying into Hamilton, Pembroke (one of the most popular routes), then the duration is 2h 15m on average. Another popular route from Massachusetts to Bermuda is flying from West Tisbury to Hamilton, Pembroke, which will take roughly 3h 46m. Keep in mind that layovers or delays could extend your travel time.